tert-butyl (1S,2R)-2-(7-(3-hydroxyprop-1-ynyl)-3-oxo-4-(m-tolylamino)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)cyclohexylcarbamate

Base Information

Chemical Name:tert-butyl (1S,2R)-2-(7-(3-hydroxyprop-1-ynyl)-3-oxo-4-(m-tolylamino)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)cyclohexylcarbamate
CAS No.:1312693-12-1
Molecular Formula:C₂₈H₃₅N₅O₄
Molecular Weight:505.617
Hs Code.:

Synonyms:tert-butyl (1S,2R)-2-(7-(3-hydroxyprop-1-ynyl)-3-oxo-4-(m-tolylamino)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)cyclohexylcarbamate

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Chemical Property of tert-butyl (1S,2R)-2-(7-(3-hydroxyprop-1-ynyl)-3-oxo-4-(m-tolylamino)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)cyclohexylcarbamate

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Technology Process of tert-butyl (1S,2R)-2-(7-(3-hydroxyprop-1-ynyl)-3-oxo-4-(m-tolylamino)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)cyclohexylcarbamate

There total 8 articles about tert-butyl (1S,2R)-2-(7-(3-hydroxyprop-1-ynyl)-3-oxo-4-(m-tolylamino)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)cyclohexylcarbamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 1312692-97-9
tert-butyl (1S,2R)-2-(7-iodo-3-oxo-4-(m-tolylamino)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)cyclohexylcarbamate

: 107-19-7
propargyl alcohol

: 1312693-12-1
tert-butyl (1S,2R)-2-(7-(3-hydroxyprop-1-ynyl)-3-oxo-4-(m-tolylamino)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)cyclohexylcarbamate

Guidance literature:: With 2,6-di-tert-butyl-4-methyl-phenol; triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; at 20 - 80 ℃; for 14h; under 760.051 Torr; Inert atmosphere; Sealed tube;

Reference yield:

: 148493-37-2
2,6-dichloro-3-iodo-pyridine

: 1312693-12-1
tert-butyl (1S,2R)-2-(7-(3-hydroxyprop-1-ynyl)-3-oxo-4-(m-tolylamino)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)cyclohexylcarbamate

Guidance literature:: Multi-step reaction with 8 steps

1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 °C

1.2: 20 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 100 °C / 760.05 Torr / Inert atmosphere

4.1: triethylamine / tetrahydrofuran / 72 h / 20 °C

5.1: triethylamine / Reflux

6.1: hydrogen / palladium on carbon / N,N-dimethyl-formamide / 80 °C / 760.05 Torr

7.1: N-iodo-succinimide / dichloromethane / 0.5 h / 20 °C

8.1: triethylamine; 2,6-di-tert-butyl-4-methyl-phenol / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 14 h / 20 - 80 °C / 760.05 Torr / Inert atmosphere; Sealed tube

With N-iodo-succinimide; n-butyllithium; 2,6-di-tert-butyl-4-methyl-phenol; hydrogen; potassium carbonate; triethylamine; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium on carbon; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 8.1: Sonogashira Coupling;

Reference yield:

: 1312690-81-5
methyl 2,6-dichloro-4-cyanonicotinate

: 1312693-12-1
tert-butyl (1S,2R)-2-(7-(3-hydroxyprop-1-ynyl)-3-oxo-4-(m-tolylamino)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)cyclohexylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / tetrahydrofuran / 72 h / 20 °C

2: triethylamine / Reflux

3: hydrogen / palladium on carbon / N,N-dimethyl-formamide / 80 °C / 760.05 Torr

4: N-iodo-succinimide / dichloromethane / 0.5 h / 20 °C

5: triethylamine; 2,6-di-tert-butyl-4-methyl-phenol / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 14 h / 20 - 80 °C / 760.05 Torr / Inert atmosphere; Sealed tube

With N-iodo-succinimide; 2,6-di-tert-butyl-4-methyl-phenol; hydrogen; triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; palladium on carbon; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 5: Sonogashira Coupling;